Origin
Cheshire, CT
Late night in Cheshire on Tuesday
Local time
5:18 AM
EDT
Current temp
59°F
Unavailable
Live forecast
Trip from Cheshire, CT to Stamford, CT
Pin this tripCompiled and reviewed by the US Trip Planner planning team at COD Solutions Oy · Last reviewed Apr 21, 2026 · Editorial standards
Drive Time
1h 12m
Distance
53.4 mi
86 km
Drive Score
8/10
Great drive
Same Day?
Yes, doable
Fuel Cost
$9
one way
EV Charging
Good
8 stations
Best Time to Leave
4 AM
1h 7m
★
6 AM
1h 12m
8 AM
1h 24m
10 AM
1h 16m
12 PM
1h 15m
3 PM
1h 17m
5 PM
1h 23m
8 PM
1h 9m
Estimated drive times based on typical traffic patterns. Actual times may vary with weather, construction, and real-time conditions.
Cheshire, CT
Wikimedia Commons
Stamford, CT
Wikimedia Commons
Trip Overview
This 53.9-mile drive from Cheshire to Stamford, Connecticut, is estimated to take about 1 hour and 9 minutes, making it a perfect day trip. You'll navigate primarily local roads, with no highway driving involved, suggesting a more relaxed pace. The estimated fuel cost for this journey is around $9, which is quite economical. Given its short duration and local road focus, this route is best enjoyed in a single day without the need for an overnight stay. It's a straightforward trip within the Northeast region, ideal for a quick local excursion.
Main Roads
| Road | Distance | Duration |
|---|---|---|
| I 95 | 20.6 mi | 28m |
| Wilbur Cross Parkway | 13.8 mi | 17m |
| Whitney Avenue | 5.4 mi | 7m |
| CT 8 | 4.5 mi | 5m |
| South Main Street | 3 mi | 3m |
| Merritt Parkway | 3 mi | 3m |
| Atlantic Street | 0.3 mi | <1m |
| North State Street | 0.3 mi | <1m |
Longest stretch:
I 95
— 20.6 mi, about 28m
Turn-by-Turn Driving Directions
Step-by-step road directions between Cheshire, CT and Stamford, CT.
1
Start on this road
514 ft
·
39 sec
·
this road
2
Turn right onto Woodbury Court
305 ft
·
14 sec
·
Woodbury Court
3
Turn right onto CT 68; CT 70
0.1 mi
·
18 sec
·
Academy Road
4
At end of road, turn left onto CT 10
3.0 mi
·
3 min
·
South Main Street
Use the straight / right lanes.
5
Continue on CT 10
5.4 mi
·
7 min
·
Whitney Avenue
Use the straight / right lanes.
6
Take the ramp
0.2 mi
·
26 sec
7
Merge onto CT 15
14 mi
·
17 min
·
Wilbur Cross Parkway
Use the straight / right lanes.
8
Continue on CT 15
3.0 mi
·
3 min
·
Merritt Parkway
9
Take the exit
0.2 mi
·
23 sec
Exit 34
Toward CT 8, CT 108: Bridgeport, Waterbury
Use the straight / slight right lanes.
10
Keep slight left at fork
0.4 mi
·
48 sec
Toward CT 8 South, CT 108 South: Bridgeport
11
Keep slight left at fork
0.8 mi
·
1 min
Toward CT 8 South: Bridgeport
Use the slight left lane.
12
Merge onto CT 8
4.5 mi
·
5 min
·
CT 8
13
Keep slight right at fork
0.3 mi
·
42 sec
Toward I 95 South: New York City
Use the slight right lane.
14
Merge onto I 95
21 mi
·
28 min
·
I 95
Use the straight / slight right lanes.
15
Take the exit
0.2 mi
·
31 sec
Exit 7
Toward CT 137 North: Atlantic Street
Use the slight right lane.
16
Turn straight onto North State Street
0.3 mi
·
47 sec
·
North State Street
17
Turn right onto Atlantic Street
0.3 mi
·
38 sec
·
Atlantic Street
18
Arrive at destination
Atlantic Street
Where to Stop
Rest stops, refuel points, and overnight suggestions along this route.
Mid-route town
Meal stop
27 mi into the route
Best for: Lunch, fuel, and a longer reset
This sits close to the middle of the route, so it works well for the longest stop of the day.
Pacing Suggestions
Fuel and coffee
A short stop after about 12 miles helps settle the day before fatigue starts building.
Meal break
The midpoint is around 26.7 miles from Cheshire, CT, which is a good place for a longer meal and fuel stop.
These stop ideas are pacing suggestions — the exact town or exit can change with traffic, hotel plans, and fuel range.
Heads-up: tricky spots
5 of 125 decision points cluster between mile 0.3 and 52.6 — GPS handles the exact turns, but know they're coming. Your lane choice matters more than the turn itself.
7
0.3 mi into trip
|
~1m in
|
CT 10 / South Main Street
At end of road, turn left onto CT 10 / South Main Street
Lane positioning matters here
Use the straight / right lanes.
8
25.7 mi into trip
|
~33m in
Take the exit toward CT 8, CT 108: Bridgeport, Waterbury
Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one
Use the straight / slight right lanes.
Exit 34
Toward CT 8, CT 108: Bridgeport, Waterbury
7
26.4 mi into trip
|
~34m in
Keep slight left at fork toward CT 8 South: Bridgeport
Highway fork - watch signs carefully. Lane positioning matters here
Use the slight left lane.
Toward CT 8 South: Bridgeport
7
31.6 mi into trip
|
~41m in
Keep slight right at fork toward I 95 South: New York City
Highway fork - watch signs carefully. Lane positioning matters here
Use the slight right lane.
Toward I 95 South: New York City
7
52.6 mi into trip
|
~1h 10m in
Take the exit toward CT 137 North: Atlantic Street
Exit ramp - move to the correct lane early. Lane positioning matters here
Use the slight right lane.
Exit 7
Toward CT 137 North: Atlantic Street
Fuel & Cost
Regular Gas
$8.60 one way
$17.19 round trip
$4.09/gal
25.4 MPG avg
19 kg CO2
| Fuel Type | $/gal | One Way | Round Trip |
|---|---|---|---|
| midgrade | $4.50 | $9.46 | $18.92 |
| premium | $4.86 | $10.23 | $20.45 |
| diesel | $5.61 | $11.79 | $23.58 |
No toll roads detected on this route.
Drive Cost (one way)
Fuel
$9
Estimated CO2 emission: 18.7 kg one way. Prices: EIA weekly data, 2026-04-13.
Driving Electric?
About $6 in charging · 0 stops · 68% less CO2
| Vehicle Type | kWh | Stops | DC Fast | Home Charge |
|---|---|---|---|---|
| Average EV | 16 | 0 | $5.61 | $2.56 |
| Efficient EV | 13.4 | 0 | $4.67 | $2.14 |
| EV Truck/SUV | 21.4 | 0 | $7.48 | $3.42 |
Gas CO2
19 kg
EV CO2
6 kg (68% less)
This trip is well within single-charge range for most EVs. No charging stops needed if you start fully charged.
DC fast charging avg $0.35/kWh. Home charging avg $0.16/kWh. US grid CO2: 0.39 kg/kWh.
Travel Intel
Current conditions at both ends of the drive.
Destination
Stamford, CT
Late night in Stamford on Tuesday
Local time
5:18 AM
EDT
Current temp
60°F
Unavailable
Live forecast
Time zone
Same local time
Origin and destination are on the same clock, so arrival timing is easier to judge at a glance.
Temperature spread
1 degrees warmer at arrival
A meaningful temperature swing is a good cue to rethink layers, water, and how soon you want to arrive.
Road read
1h 12m on the road
Use the two city cards together: check the sky where you start, then compare it with the local time and temperature at arrival.
Weather data from the National Weather Service. Conditions may change; check closer to your travel date.
What kind of drive is this?
Expect a turn-heavy local drive on this route, covering 53.9 miles with a duration of 1 hour and 9 minutes. With 0% highway share, you'll be on roads like Woodbury Court, Academy Road, and South Main Street for the entire journey. There's no single 'longest stretch' to note as the road is consistently broken up by turns and local road segments. This means you'll be actively navigating through towns and communities rather than cruising on a highway, so keep your attention on road signs and changing speed limits.
78% highway — fuel and pacing are the main things to plan.
18 navigation steps total — most of the decisions cluster near the start and finish.
Longest single stretch: 20.6 mi on I 95.
How Hard Is This Drive?
10/10
This is a straightforward highway drive that stays mostly on I 95 and Wilbur Cross Parkway. This route has several spots where lane changes, forks, or exits need your full attention. The trickiest moment comes around 0.3 miles in near CT 10 / South Main Street.
Driving Effort
10/10
Demanding - stay alert through the decision-heavy sections
Balances navigation complexity with total wheel time.
This drive requires moderate attention. Across 53.4 miles you will encounter 12 spots where lane choice or exit timing matters. Not difficult for experienced highway drivers, but worth previewing the tricky sections before you go.
Where does it get tricky?
The main spots that need attention: at 0.3 miles (CT 10 / South Main Street): Lane positioning matters here; at 25.7 miles: Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one; at 26.4 miles: Highway fork - watch signs carefully. Lane positioning matters here.
Towns Mentioned on Route Signs
Based on OSRM destination-sign hints, not a full list of every settlement the road passes.
Towns Mentioned on Route Signs
Based on OSRM destination-sign hints, not a full list of every settlement the road passes.
On the drive from Cheshire, CT to Stamford, CT, road signs begin pointing toward Waterbury along the way.
Waterbury
25.7 mi in
|
~33m
About the Cities
Arriving in Stamford, CT
Full guide →Stamford, Connecticut is the fourth largest city in the state, a center of regional activity in Fairfield County, and a hub of the Metro New York area. Its position between NYC and the rest of Connecticut defines Stamford’s character. Stamford takes on a big-city atmosphere in its downtown and the adjacent neighborhoods, then transitions to a more traditional suburban small-town Connecticut atmosphere in its northern sections. Stamford plays an active role in the NYC metro and Fairfield County art and music scene. It also has one of the largest and most diverse selections of restaurants and shopping in Fairfield County. Many large corporations are headquartered in Stamford, so it hosts a large reverse-commute from New York City in addition to commuters from Connecticut and nearby Westchester County, New York.
City content from Wikivoyage (CC BY-SA 4.0) and Wikidata (CC0).
Who Is This Route For?
Weekend Trip
Doable as a same-day drive at 1h 12m. Total distance: 53.4 miles.
Family Friendly
Moderate complexity with 0 natural rest stops along the way.
Solo Traveler
1h 12m drive, comfortable solo distance.
EV Driver
0 DC fast chargers along the route. Coverage: unknown.
First-Time Driver
Mostly highway driving (78%). Some complex stretches to watch for.
Frequently Asked Questions
The longest stretch is about 20.6 miles on I 95. The full list of main roads is in the Roads section above.
It helps. This route has a higher-than-average number of complex decision points, which get harder in the dark. If the last hour of the trip is on surface roads or mountain grades, aim to arrive at Stamford, CT before sunset when you can. Check the Trip Plan for departure windows that land you in daylight.
Yes. At under 2 hours behind the wheel, this works well for families — plan one quick stop if you have younger kids.
The main spots that need attention: at 0.3 miles (CT 10 / South Main Street): Lane positioning matters here; at 25.7 miles: Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one; at 26.4 miles: Highway fork - watch signs carefully. Lane positioning matters here.
Yes — Weir Farm National Historical Park. See the National Parks section for detour distances and tips on detours.
Yes. A round trip is manageable in a single day if you plan a break at Stamford, CT before heading back.
How this page is built
Compiled by the US Trip Planner planning team at COD Solutions Oy from open government datasets — OSRM over OpenStreetMap for geometry, EIA for fuel prices, and NPS for national parks. See our methodology for refresh cadence and limitations.
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